title: A two-directional approach to pyrrolizidines: total syntheses and biological evaluation of alkaloid cis-223B and (±)-xenovenine.
abstract: Total syntheses of alkaloid cis-223B and xenovenine are reported in 3 and 4 steps respectively using a two-directional synthesis/triple reductive amination strategy, and their neurotoxic properties assessed.
authors.affiliation: School of Chemistry, University of Nottingham, Nottingham, NG7 2RD, UK. Robert.stockman@nottingham.ac.uk.
authors.forename: Alexandre
authors.initials: A
authors.lastname: Barthelme
authors.forename: David
authors.initials: D
authors.lastname: Richards
authors.forename: Ian R
authors.initials: IR
authors.lastname: Mellor
authors.forename: Robert A
authors.initials: RA
authors.lastname: Stockman
mesh_terms: D000586:Amination; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D009474:Neurons / Q000187:drug effects* / Q000502:physiology; D010084:Oxidation-Reduction; D018408:Patch-Clamp Techniques; D011763:Pyrrolizidine Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011950:Receptors, Cholinergic / Q000378:metabolism; D013237:Stereoisomerism
chemical_list: D011763:Pyrrolizidine Alkaloids; D011950:Receptors, Cholinergic; C545571:xenovenine